I crossdressed fully or almost fully in front of my wife at least a dozen times in our seven year courtship, starting at age 42 for me and 40 for her, and yet she didn't realize I was a crossdresser until we had a discussion about one year after we were married. She has big city Ivy League Bachelors and Masters degrees and lived in NYC for over a year after graduating. I only add this to emphasize that she was not small-town naive. We have successfully worked through her concerns, as far a I know, and have boundaries and limits that work for both of us. I don't have to hide anything and yet I don't flaunt it either.
I was able to retire in my early 50s and from that point on I was much less concerned about who knew although I still consider myself in the closet to close friends and family. I don't bring it up and neither do they.